ChemFOnt: Showing chemical card for 1,2-dioleoyl-sn-glycero-3-phosphocholine (CFc000043102)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:46:00 UTC

Chemfont ID

CFc000043102

Molecule Identification

Common Name

1,2-dioleoyl-sn-glycero-3-phosphocholine

Definition

1,2-dioleoyl-sn-glycero-3-phosphocholine is also known as 1,2-Dioleoyl-L-alpha-lecithin or Dioleoyl lecithin. 1,2-dioleoyl-sn-glycero-3-phosphocholine is considered to be practically insoluble (in water) and acidic. 1,2-dioleoyl-sn-glycero-3-phosphocholine is a glycerophosphocholine lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(R-(Z,Z))-(7-Oleoyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphaheptacos-18-enyl)trimethylammonium 4-oxide	ChEBI
1,2-Di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine	ChEBI
1,2-Dioleoyl-L-alpha-lecithin	ChEBI
1-(9Z)-Octadecenoyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine	ChEBI
1-C18:1(Omega-9)-2-C18:1(omega-9)-phosphatidylcholine	ChEBI
Dioleoyl lecithin	ChEBI
Dioleoyl phosphatidylcholine	ChEBI
PC 18:1	ChEBI
PC(18:1(9Z)/18:1(9Z))	ChEBI
PC(18:1/18:1)	ChEBI
Phosphatidylcholine 18:1	ChEBI
1,2-Dioleoyl-L-a-lecithin	Generator
1,2-Dioleoyl-L-α-lecithin	Generator
1,2-Di-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine	HMDB
1,2-Dioleoyl-sn-glycerol-3-ethylphosphocholine	MeSH
Dioleylphosphatidylcholine	MeSH
1,2-Oleoylphosphatidylcholine, (L-alpha)-(R-(Z,Z))-isomer	MeSH
Dielaidoylphosphatidylcholine	MeSH
Dioleoylphosphatidylcholine	MeSH
1,2-Dioleoylglycerophosphocholine	MeSH
1,2-Oleoyl-sn-glycero-3-phosphocholine	MeSH
DOPC	MeSH
Dielaidinoyl lecithin	MeSH
1,2-DOCPC	MeSH
1,2-Dioleoyl glycerophosphocholine	MeSH
1,2-Dioleoyl-sn-glycero-3-phosphocholine	MeSH
1,2-Oleoylphosphatidylcholine	MeSH
1,2-Dioleoyl-GPC	HMDB
1,2-Dioleoyl-sn-glycero-phosphatidylcholine	HMDB
GPC(18:1(9Z)/18:1(9Z))	HMDB
GPC(18:1/18:1)	HMDB
GPC(18:1n9/18:1n9)	HMDB
GPC(18:1w9/18:1w9)	HMDB
GPC(36:2)	HMDB
GPCho(18:1(9Z)/18:1(9Z))	HMDB
GPCho(18:1/18:1)	HMDB
GPCho(18:1n9/18:1n9)	HMDB
GPCho(18:1w9/18:1w9)	HMDB
GPCho(36:2)	HMDB
PC(18:1n9/18:1n9)	HMDB
PC(18:1w9/18:1w9)	HMDB
PC(36:2)	HMDB
Phosphatidylcholine(18:1(9Z)/18:1(9Z))	HMDB
Phosphatidylcholine(18:1/18:1)	HMDB
Phosphatidylcholine(18:1n9/18:1n9)	HMDB
Phosphatidylcholine(18:1w9/18:1w9)	HMDB
Phosphatidylcholine(36:2)	HMDB
1,2-Dioleoyl-3-sn-phosphatidylcholine	HMDB
1,2-Dioleoyl-sn-glycero-3-phosphochline	HMDB
1,2-Dioleoyl-sn-glycero-3-phosphorylcholine	HMDB
1,2-Dioleoyl-sn-phosphatidylcholine	HMDB
1,2-Dioleoylphosphatidylcholine	HMDB
1,2-Dioleyl-L-lecithin	HMDB
Dioleoyl L-alpha-lecithin	HMDB
Dioleoyl L-α-lecithin	HMDB
Dioleoyl-3-sn-phosphatidylcholine	HMDB
Dioleoyl-L-alpha-glycerophosphocholine	HMDB
Dioleoyl-L-alpha-glycerophosphorylcholine	HMDB
Dioleoyl-L-alpha-phosphatidylcholine	HMDB
Dioleoyl-L-α-glycerophosphocholine	HMDB
Dioleoyl-L-α-glycerophosphorylcholine	HMDB
Dioleoyl-L-α-phosphatidylcholine	HMDB
Dioleoyllecithin	HMDB
L-Dioleoyl lecithin	HMDB
L-Dioleoylphosphatidylcholine	HMDB
L-alpha-Di(cis-9-octadecanoyl) lecithin	HMDB
L-alpha-Dioleoyl phosphatidylcholine	HMDB
L-alpha-Dioleoyllecithin	HMDB
L-alpha-Dioleylphosphatidylcholine	HMDB
L-α-Di(cis-9-octadecanoyl) lecithin	HMDB
L-α-Dioleoyl phosphatidylcholine	HMDB
L-α-Dioleoyllecithin	HMDB
L-α-Dioleylphosphatidylcholine	HMDB
sn-3-Dioleoyllecithin	HMDB
1,2-Dioleoylglycerol-3-phosphorylcholine	HMDB
1,2-Dioleoylglyceryl-3-phosphorylcholine	HMDB
1,2-Dioleoyllecithin	HMDB
Dioleoylglycerophosphocholine	HMDB
Dioleoylglycerophosphorylcholine	HMDB
Dioleoylglycerylphosphorylcholine	HMDB
Dioleyl lecithin	HMDB
Dioleyl phosphatidylcholine	HMDB

Chemical Formula

C₄₄H₈₄NO₈P

Average Molecular Weight

786.1134

Monoisotopic Molecular Weight

785.593455181

IUPAC Name

(2-{[(2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2,3-bis[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

4235-95-4

SMILES

[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC

InChI Identifier

InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3/b22-20-,23-21-/t42-/m1/s1

InChI Key

SNKAWJBJQDLSFF-NVKMUCNASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Phosphatidylcholines

Alternative Parents

Substituents

Diacylglycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Quaternary ammonium salt
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Amine
Organic salt
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

phosphatidylcholine 36:2 (CHEBI:74669 )
Diacylglycerophosphocholines (LMGP01010890 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062690)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.2e-05 g/L	ALOGPS
logP	5.78	ALOGPS
logP	9.17	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	111.19 Å²	ChemAxon
Rotatable Bond Count	42	ChemAxon
Refractivity	236.5 m³·mol⁻¹	ChemAxon
Polarizability	96.97 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

HMDB0062690

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8525772

KEGG Compound ID

Not Available

BioCyc ID

CPD-2181

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10350317

PDB ID

Not Available

ChEBI ID

74669

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1,2-dioleoyl-sn-glycero-3-phosphocholine (CFc000043102)

MOL for CFc000043102 (1,2-dioleoyl-sn-glycero-3-phosphocholine)

3D MOL for CFc000043102 (1,2-dioleoyl-sn-glycero-3-phosphocholine)

3D SDF for CFc000043102 (1,2-dioleoyl-sn-glycero-3-phosphocholine)

3D-SDF for CFc000043102 (1,2-dioleoyl-sn-glycero-3-phosphocholine)

PDB for CFc000043102 (1,2-dioleoyl-sn-glycero-3-phosphocholine)

3D PDB for CFc000043102 (1,2-dioleoyl-sn-glycero-3-phosphocholine)

SMILES for CFc000043102 (1,2-dioleoyl-sn-glycero-3-phosphocholine)

INCHI for CFc000043102 (1,2-dioleoyl-sn-glycero-3-phosphocholine)

Structure for CFc000043102 (1,2-dioleoyl-sn-glycero-3-phosphocholine)

3D Structure for CFc000043102 (1,2-dioleoyl-sn-glycero-3-phosphocholine)