ChemFOnt: Showing chemical card for LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0) (CFc000007124)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:53:18 UTC

Chemfont ID

CFc000007124

Molecule Identification

Common Name

LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0)

Definition

LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0) or LPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0) is a lysophospholipid. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. (LPEs) are approved for outdoor agricultural use to accelerate ripening and improve the quality of fresh produce. They are also approved for indoor use to preserve stored crops and commercial cut flowers. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₉H₄₈NO₇P

Average Molecular Weight

553.6677

Monoisotopic Molecular Weight

553.316839407

IUPAC Name

(2-aminoethoxy)[(2R)-2-hydroxy-3-(tetracosa-6,9,12,15,18,21-hexaenoyloxy)propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-2-hydroxy-3-(tetracosa-6,9,12,15,18,21-hexaenoyloxy)propoxyphosphinic acid

CAS Registry Number

None

SMILES

[H][C@@](O)(COC(=O)CCCCC=CCC=CCC=CCC=CCC=CCC=CCC)COP(O)(=O)OCCN

InChI Identifier

InChI=1S/C29H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-29(32)35-26-28(31)27-37-38(33,34)36-25-24-30/h3-4,6-7,9-10,12-13,15-16,18-19,28,31H,2,5,8,11,14,17,20-27,30H2,1H3,(H,33,34)/t28-/m1/s1

InChI Key

UOCKWCJPKZTDEK-MUUNZHRXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphoethanolamine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

1-acyl-sn-glycero-3-phosphoethanolamines

Alternative Parents

Substituents

1-monoacyl-sn-glycero-3-phosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Organooxygen compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

All Tissues (HMDB: HMDB0011529)

Cellular substructure

Membrane (HMDB: HMDB0011529)
Extracellular (HMDB: HMDB0011529)

Source

Exogenous

Exogenous (HMDB: HMDB0011529)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0011529)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0015 g/L	ALOGPS
logP	5.33	ALOGPS
logP	4.91	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.31 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	160.92 m³·mol⁻¹	ChemAxon
Polarizability	62.24 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028245

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0) (CFc000007124)

MOL for CFc000007124 (LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0))

3D MOL for CFc000007124 (LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0))

3D SDF for CFc000007124 (LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0))

3D-SDF for CFc000007124 (LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0))

PDB for CFc000007124 (LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0))

3D PDB for CFc000007124 (LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0))

SMILES for CFc000007124 (LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0))

INCHI for CFc000007124 (LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0))

Structure for CFc000007124 (LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0))

3D Structure for CFc000007124 (LysoPE(24:6(6Z,9Z,12Z,15Z,18Z,21Z)/0:0))