P. aeruginosa Metabolome Database: 1-oleyl-2-lyso-phosphatidate (PAMDB120317)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB120317

Identification

Name:

1-oleyl-2-lyso-phosphatidate

Description:

A 1-acyl-sn-glycerol 3-phosphate(2−) obtained by deprotonation of the phosphate OH groups of 1-oleoyl-sn-glycero-3-phosphate.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

1-(9Z)-octadecenoyl-sn-glycero-3-phosphate(2−)
1-(9Z-octadecenoyl)-sn-glycero-3-phosphate
1-(Z)-octadec-9-enoyl-sn-glycero-3-phosphate(2−)
1-oleoylglycero-3-phosphate(2−)

Chemical Formula:

C₂₁H₃₉O₇P

Average Molecular Weight:

434.509

Monoisotopic Molecular Weight:

436.259

InChI Key:

WRGQSWVCFNIUNZ-GDCKJWNLSA-L

InChI:

InChI=1S/C21H41O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26)/p-2/b10-9-/t20-/m1/s1

CAS number:

Not Available

IUPAC Name:

(2R)-2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl phosphate

Traditional IUPAC Name:

Not Available

SMILES:

CCCCCCCCC=CCCCCCCCC(=O)OCC(COP([O-])([O-])=O)O

Chemical Taxonomy

Taxonomy Description

This compound 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
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

a 1-acyl-\u003ci\u003esn\u003c/i\u003e-glycerol-3-phosphate (L-1-LYSOPHOSPHATIDATE)

Physical Properties

State:

Not Available

Charge:

-2

Melting point:

Not Available

Experimental Properties:

Not Available

Predicted Properties

Property	Value	Source
Molecular Weight	434.51 g/mol	PubChem
XLogP3-AA	5	PubChem
Hydrogen Bond Donor Count	1	PubChem
Hydrogen Bond Acceptor Count	7	PubChem
Rotatable Bond Count	20	PubChem
Exact Mass	434.243 g/mol	PubChem
Monoisotopic Mass	434.243 g/mol	PubChem
Topological Polar Surface Area	119 A^2	PubChem
Heavy Atom Count	29	PubChem
Formal Charge	-2	PubChem
Complexity	450	PubChem
Isotope Atom Count	0	PubChem
Defined Atom Stereocenter Count	1	PubChem
Undefined Atom Stereocenter Count	0	PubChem
Defined Bond Stereocenter Count	1	PubChem
Undefined Bond Stereocenter Count	0	PubChem
Covalently-Bonded Unit Count	1	PubChem

Biological Properties

Cellular Locations:

Not Available

Reactions:

2-oleoylglycerol + CTP → 1-oleyl-2-lyso-phosphatidate + CDP + Hydrogen ion
sn-glycerol 3-phosphate + oleoyl-CoA → 1-oleyl-2-lyso-phosphatidate + coenzyme A
1-oleoyl-2-lyso-glycerone phosphate + NADPH + Hydrogen ion → 1-oleyl-2-lyso-phosphatidate + NADP+
1-oleyl-2-lyso-phosphatidate + oleoyl-CoA → 1-18:1-2-18:1-phosphatidate + coenzyme A

Pathways:

superpathway phosphatidate biosynthesis (yeast)PWY-7411

Spectra

Spectra:

Not Available

References

References:

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
METABOLIGHTS	MTBLC74544
CHEBI	74544
PUBCHEM	46173225

1-oleyl-2-lyso-phosphatidate (PAMDB120317)

Structure for 1-oleyl-2-lyso-phosphatidate (PAMDB120317)