ChemFOnt: Showing chemical card for LysoPA(22:1(13Z)/0:0) (CFc000095159)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:07:20 UTC

Chemfont ID

CFc000095159

Molecule Identification

Common Name

LysoPA(22:1(13Z)/0:0)

Definition

LysoPA(22:1(13Z)/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LysoPA(22:1(13Z)/0:0), in particular, consists of one chain of erucic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Erucoyl-glycero-3-phosphate	HMDB
1-Erucoyl-lysophosphatidic acid	HMDB
LPA(22:1)	HMDB
LPA(22:1(13Z))	HMDB
LPA(22:1n9/0:0)	HMDB
LPA(22:1W9/0:0)	HMDB
LPA(22:1n9)	HMDB
LPA(22:1W9)	HMDB
Lysophosphatidic acid(22:1(13Z)/0:0)	HMDB
Lysophosphatidic acid(22:1)	HMDB
Lysophosphatidic acid(22:1(13Z))	HMDB
Lysophosphatidic acid(22:1n9/0:0)	HMDB
Lysophosphatidic acid(22:1W9/0:0)	HMDB
Lysophosphatidic acid(22:1n9)	HMDB
Lysophosphatidic acid(22:1W9)	HMDB
LPA(22:1(13Z)/0:0)	HMDB
LPA(22:1/0:0)	HMDB
Lysophosphatidic acid(22:1/0:0)	HMDB
1-(13Z-Docosenoyl)-glycero-3-phosphate	HMDB
1-(13Z-Docosenoyl)-phosphatidic acid	HMDB
1-erucoyl-glycero-3-phosphate	SMPDB, HMDB
1-erucoyl-lysophosphatidic acid	SMPDB, HMDB
LPA(22:1)	SMPDB, HMDB
LPA(22:1(13Z))	SMPDB, HMDB
LPA(22:1n9/0:0)	SMPDB, HMDB
LPA(22:1w9/0:0)	SMPDB, HMDB
LPA(22:1n9)	SMPDB, HMDB
LPA(22:1w9)	SMPDB, HMDB
Lysophosphatidic acid(22:1(13Z)/0:0)	SMPDB, HMDB
Lysophosphatidic acid(22:1)	SMPDB, HMDB
Lysophosphatidic acid(22:1(13Z))	SMPDB, HMDB
Lysophosphatidic acid(22:1n9/0:0)	SMPDB, HMDB
Lysophosphatidic acid(22:1w9/0:0)	SMPDB, HMDB
Lysophosphatidic acid(22:1n9)	SMPDB, HMDB

Chemical Formula

C₂₅H₄₉O₇P

Average Molecular Weight

492.634

Monoisotopic Molecular Weight

492.321590916

IUPAC Name

{3-[(13Z)-docos-13-enoyloxy]-2-hydroxypropoxy}phosphonic acid

Traditional Name

3-[(13Z)-docos-13-enoyloxy]-2-hydroxypropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC\C=C/CCCCCCCCCCCC(=O)OCC(O)COP(O)(O)=O

InChI Identifier

InChI=1S/C25H49O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(27)31-22-24(26)23-32-33(28,29)30/h9-10,24,26H,2-8,11-23H2,1H3,(H2,28,29,30)/b10-9-

InChI Key

UXYLIEZFFBAJAG-KTKRTIGZSA-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

Endogenous (HMDB: HMDB0114750)

Process

Naturally occurring process

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00062 g/L	ALOGPS
logP	6.36	ALOGPS
logP	7.26	ChemAxon
logS	-5.9	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	25	ChemAxon
Refractivity	133.7 m³·mol⁻¹	ChemAxon
Polarizability	58.45 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

HMDB0114750

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB095800

KNApSAcK ID

Not Available

Chemspider ID

74851452

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

87981266

PDB ID

Not Available

ChEBI ID

190613

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for LysoPA(22:1(13Z)/0:0) (CFc000095159)

MOL for CFc000095159 (LysoPA(22:1(13Z)/0:0))

3D MOL for CFc000095159 (LysoPA(22:1(13Z)/0:0))

3D SDF for CFc000095159 (LysoPA(22:1(13Z)/0:0))

3D-SDF for CFc000095159 (LysoPA(22:1(13Z)/0:0))

PDB for CFc000095159 (LysoPA(22:1(13Z)/0:0))

3D PDB for CFc000095159 (LysoPA(22:1(13Z)/0:0))

SMILES for CFc000095159 (LysoPA(22:1(13Z)/0:0))

INCHI for CFc000095159 (LysoPA(22:1(13Z)/0:0))

Structure for CFc000095159 (LysoPA(22:1(13Z)/0:0))

3D Structure for CFc000095159 (LysoPA(22:1(13Z)/0:0))