Livestock Metabolome Database: Showing metabocard for PC(16:0/20:0) (LMDB01116)

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

Record Information

Version

1.0

Creation Date

2020-03-18 19:03:48 UTC

Update Date

2021-04-30 20:57:44 UTC

Lmdb

LMDB01116

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PC(16:0/20:0)

Description

PC(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(16:0/20:0), in particular, consists of one hexadecanoyl 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-Hexadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholine	ChEBI
1-Hexadecanoyl-2-icosanoyl-sn-glycero-3-phosphocholine	ChEBI
1-Palmitoyl-2-eicosanoyl-sn-glycero-3-phosphocholine	ChEBI
GPCho(16:0/20:0)	ChEBI
GPCho(36:0)	ChEBI
PC 16:0/20:0	ChEBI
PC(36:0)	ChEBI
Phosphatidylcholine(16:0/20:0)	ChEBI
Phosphatidylcholine(36:0)	ChEBI
PC(16:0/20:0)	Lipid Annotator
Lecithin	Lipid Annotator, HMDB
1-palmitoyl-2-arachidonyl-sn-glycero-3-phosphocholine	Lipid Annotator, HMDB

Chemical Formula

Not Available

Average Molecular Weight

Not Available

Monoisotopic Molecular Weight

Not Available

IUPAC Name

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

Traditional Name

(2-{[(2R)-3-(hexadecanoyloxy)-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 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

1,2-diacyl-sn-glycero-3-phosphocholine (CHEBI:82943 )
Diacylglycerophosphocholines (LMGP01010616 )

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	5.92	ALOGPS
logP	9.89	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	44	ChemAxon
Refractivity	234.27 m³·mol⁻¹	ChemAxon
Polarizability	99.78 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	splash10-000i-8191211400-c9349c382f3cde941c99	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000j-3291101100-1b59e66953f1eb3cbec9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01pa-7192012100-1289928a98e13a0dd436	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-052r-0092000300-8790b88ff6fa966a7c53	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-0090000100-d5421f7d4450bb60e774	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0btc-4092000000-d6d2637c1011b6077019	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000000900-feb8fe305e58d5ba45d7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0000000900-7e57e6a575446f79a52a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03e9-0200669400-649b3182f3a1f19a9270	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000000900-7c7c1efe323517419c4b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000x-0600000900-f1f48621fb55b834be95	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900221300-229981279eb936cb08e0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000000900-056076c008c2a9379f02	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0063010900-771fd9360a557f712c01	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0btc-3096101000-298bd5891f6d410e5c84	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000000090-3434488ecfdaf483de23	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000000190-862bfc2d54a2ebce890c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002b-0900369110-393767f7e3e4f010073b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0000000090-8d8961609825ea709c49	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0011000090-99d2005ffa3682ca0d33	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0dvi-0099000090-b604e431e428fe0c10cd	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	8.4108 +/- 1.8378 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.3791 +/- 3.9155 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	7.8821 +/- 2.2967 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.1042 +/- 2.1555 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.3137 +/- 2.5636 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.7087 +/- 2.996 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.6648 +/- 4.4967 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.7607 +/- 5.019 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	4.23 +/- 1.91 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	8.9041 +/- 2.8247 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	7.8311 +/- 2.8176 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.3391 +/- 2.619 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.1678 +/- 2.5666 uM	Normal	Ovine	Goldansaz et al.,...	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0007977

FooDB ID

FDB025168

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

24766648

ChEBI ID

82943

PubChem Compound ID

24778711

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(16:0/20:0) (LMDB01116)

Structure for LMDB01116 (PC(16:0/20:0))