Livestock Metabolome Database: Showing metabocard for PC(22:0/18:2(9Z,12Z)) (LMDB01188)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2020-03-18 19:05:57 UTC

Update Date

2021-04-30 20:57:48 UTC

Lmdb

LMDB01188

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PC(22:0/18:2(9Z,12Z))

Description

PC(22:0/18:2(9Z,12Z)) is a phosphatidylchloline (PC). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidylcholines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PC(22:0/18:2(9Z,12Z)), in particular, consists of one docosanoyl chain to the C-1 atom, and one 9Z,12Z-octadecadienoyl to the C-2 atom. In E. coli, PCs can be found in the integral component of the cell outer membrane. They are hydrolyzed by Phospholipases to a 2-acylglycerophosphocholine and a carboxylate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
PC(40:2)	Lipid Annotator, HMDB
PC(22:0/18:2(9Z,12Z))	Lipid Annotator
GPCho(22:0/18:2)	Lipid Annotator, HMDB
1-behenoyl-2-linoleoyl-sn-glycero-3-phosphocholine	Lipid Annotator, HMDB
Lecithin	Lipid Annotator, HMDB
PC(22:0/18:2)	Lipid Annotator, HMDB
Phosphatidylcholine(22:0/18:2)	Lipid Annotator, HMDB
GPCho(40:2)	Lipid Annotator, HMDB
1-docosanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine	Lipid Annotator, HMDB
Phosphatidylcholine(40:2)	Lipid Annotator, HMDB

Chemical Formula

Not Available

Average Molecular Weight

Not Available

Monoisotopic Molecular Weight

Not Available

IUPAC Name

(2-{[(2R)-3-(docosanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-(docosanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

InChI Identifier

Not Available

InChI Key

Not Available

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

Diacylglycerophosphocholines (LMGP01011988 )

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.41	ALOGPS
logP	10.95	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	46	ChemAxon
Refractivity	254.91 m³·mol⁻¹	ChemAxon
Polarizability	105.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000000090-d5d4a7344dd9b429532c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000x-0600000090-12f1e6ed1f67b0bf6f7a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900041120-d1b2a446845912ee0df2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0000000090-7798f4de22a79938254a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0011000090-52b10c29e0ebd1978f49	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004r-0099000090-b817f32c972ba93bc72f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0000000090-4b489c53edd2019c68bf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0064004290-8ca2d39b091e521aa9bd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-3039100000-7e7621eab93267512614	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000000090-334ce021df69056ff46b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000000090-b86490a18567af168853	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001j-0700159020-b12cc12e06077a1ac6c0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000000090-22c680cb0cae12530752	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000x-0600000090-2ed5ce7d2651aa92b053	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900041120-a042f94afa87b4196a66	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000000090-22004a077e65cf532e85	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0000000190-063b8600b5379c7321f0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-0100197110-39b41e0de2f84b0a4b01	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Serum	Detected and Quantified	0.2428 +/- 0.0806 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.2236 +/- 0.0684 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.2369 +/- 0.0614 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.2118 +/- 0.0344 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.2337 +/- 0.0513 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.221 +/- 0.0875 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.225 +/- 0.0517 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.2321 +/- 0.0523 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.2249 +/- 0.0549 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.2303 +/- 0.052 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.2962 +/- 0.1772 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.2534 +/- 0.0984 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.33 +/- 0.15 uM	Not Available	Ovine	Candidate serum m...	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0008533

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

24767194

ChEBI ID

Not Available

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

YMDB02148

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for PC(22:0/18:2(9Z,12Z)) (LMDB01188)

Structure for LMDB01188 (PC(22:0/18:2(9Z,12Z)))