Livestock Metabolome Database: Showing metabocard for PC(o-16:0/20:0) (LMDB01210)

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

Record Information

Version

1.0

Creation Date

2020-03-18 19:06:37 UTC

Update Date

2021-04-30 20:57:44 UTC

Lmdb

LMDB01210

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PC(o-16:0/20:0)

Description

PC(O-16:0/20:0) 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(O-16:0/20:0), in particular, consists of one hexadecyl chain to the C-1 atom, and one eicosanoyl 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
1-Palmityl-2-arachidonyl-sn-glycero-3-phosphocholine	ChEBI
Gpcho(16:0/20:0)	HMDB
Gpcho(36:0)	HMDB
Lecithin	HMDB
PC Ae C36:0	HMDB
PC(16:0/20:0)	HMDB
PC(36:0)	HMDB
PC(O-36:0)	HMDB
Phosphatidylcholine(16:0/20:0)	HMDB
Phosphatidylcholine(36:0)	HMDB
1-Hexadecanyl-2-eicosanoyl-sn-glycero-3-phosphocholine	HMDB
PC(o-16:0/20:0)	Lipid Annotator

Chemical Formula

Not Available

Average Molecular Weight

Not Available

Monoisotopic Molecular Weight

Not Available

IUPAC Name

(2-{[(2R)-3-(hexadecyloxy)-2-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-(hexadecyloxy)-2-(icosanoyloxy)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 1-alkyl,2-acylglycero-3-phosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

1-alkyl,2-acylglycero-3-phosphocholines

Alternative Parents

Substituents

1-alkyl,2-acylglycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Glycerol ether
Organic phosphoric acid derivative
Phosphoric acid ester
Fatty acyl
Alkyl phosphate
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-acyl-1-alkyl-sn-glycero-3-phosphocholine (CHEBI:86240 )
phosphatidylcholine O-36:0 (CHEBI:86240 )
1-alkyl,2-acylglycerophosphocholines (LMGP01020051 )

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	6.25	ALOGPS
logP	10.27	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	94.12 Å²	ChemAxon
Rotatable Bond Count	44	ChemAxon
Refractivity	234.51 m³·mol⁻¹	ChemAxon
Polarizability	99.67 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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002r-9161321300-0096d0a96174c265e1cc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-003b-4290111000-f9120adc3f086b27b4be	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00lj-6090002000-c0cac3c017b8ccb6dec6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0229-0045002900-dc5f8ba79fc5a4f99b00	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006x-2095006300-3add6a02c022637515cb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01r6-5096000000-11fd9181e1cc15baba46	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000000090-fed651ecec1c0a5ae81c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0000000090-fed651ecec1c0a5ae81c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03dj-0009201910-0dd110a0d0b3dcdb4321	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000000900-73e988477c4fb55209fa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0000000900-73e988477c4fb55209fa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-003r-1900340700-8b5da555050b9064982b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0000000900-005e67f1374cac2f3816	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0011010900-4ab030042865f223db78	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03fr-3029001000-5b3f20e610c9eabf0259	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	1.77 +/- 0.82 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	2.3104 +/- 0.4036 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.4234 +/- 1.0084 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.4749 +/- 0.6412 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.4625 +/- 0.5862 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.2617 +/- 0.6178 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.6223 +/- 0.653 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.7293 +/- 1.4068 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.5832 +/- 1.0201 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.5233 +/- 0.9128 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.3519 +/- 0.6813 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.6126 +/- 0.648 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	2.2891 +/- 0.6298 uM	Normal	Ovine	Goldansaz et al.,...	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0013406

FooDB ID

FDB029406

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

24822862

ChEBI ID

86240

PubChem Compound ID

24779297

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for PC(o-16:0/20:0) (LMDB01210)

Structure for LMDB01210 (PC(o-16:0/20:0))