Livestock Metabolome Database: Showing metabocard for PC(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (LMDB01136)

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

Record Information

Version

1.0

Creation Date

2020-03-18 19:04:24 UTC

Update Date

2021-04-30 20:57:46 UTC

Lmdb

LMDB01136

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PC(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z))

Description

PC(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) 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(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl 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-Oleoyl-2-eicosapentaenoyl-sn-glycero-3-phosphocholine	ChEBI
GPCho(18:1n9/20:5n3)	ChEBI
GPCho(18:1W9/20:5W3)	ChEBI
PC(18:1n9/20:5n3)	ChEBI
PC(18:1W9/20:5W3)	ChEBI
Phosphatidylcholine(18:1n9/20:5n3)	ChEBI
Phosphatidylcholine(18:1W9/20:5W3)	ChEBI
PC(38:6)	HMDB
GPCho(18:1/20:5)	HMDB
PC(18:1/20:5)	HMDB
GPCho(38:6)	HMDB
Phosphatidylcholine(18:1/20:5)	HMDB
Phosphatidylcholine(38:6)	HMDB
Lecithin	HMDB
1-(9Z-Octadecenoyl)-2-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-sn-glycero-3-phosphocholine	HMDB
PC(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z))	Lipid Annotator

Chemical Formula

Not Available

Average Molecular Weight

Not Available

Monoisotopic Molecular Weight

Not Available

IUPAC Name

(2-{[(2R)-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2-[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyloxy]-3-[(9Z)-octadec-9-enoyloxy]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

phosphatidylcholine 38:6 (CHEBI:86187 )
Diacylglycerophosphocholines (LMGP01010907 )

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	5.75	ALOGPS
logP	8.61	ChemAxon
logS	-7.4	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	40	ChemAxon
Refractivity	250.17 m³·mol⁻¹	ChemAxon
Polarizability	95.7 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-8091041220-845563b6be5ed373dbbc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kr-3192011100-a25088af305c68965dde	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-8095002100-11157b69acf039daefd4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0w30-0092000030-9ddf1a858783a3803cf7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0090000100-3b80c0571bfaf62b27a1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-4091000000-05376ac13238fb3732fe	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000000090-6dad79f01b1173c5421f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ue9-0064004390-06ef74cb0a5980271677	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-3191000000-8ecdf32fe7a54c2f3e1d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000000090-1e78e28c2730b5262b1b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000000190-f42482894aa2a9df4b6d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-0200498220-1f50f01c17486fa733f8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000000090-489803391fb15e1d23f4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a59-0600000090-e0c7549473f8627cae46	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0089-1900041210-e217843874811fac0f10	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000000090-8b00eebc929d9a9097df	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0000000190-71d714a518c51ee5a089	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-0900369110-566b0332f47d6b9f3ac3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0000000090-16b357af2387839179b0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0011000090-a2c506801eba0e6a8b43	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0uf6-0099000090-27a21c830ff5331bd7a0	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	7.8418 +/- 2.3016 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.2744 +/- 2.3208 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.5418 +/- 2.8228 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	7.5842 +/- 3.4934 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.3775 +/- 2.5698 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.6223 +/- 3.2163 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	6.3918 +/- 1.8193 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.3557 +/- 2.3314 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	9.2211 +/- 5.335 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	7.1484 +/- 2.5622 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	4.39 +/- 2.12 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	7.6936 +/- 3.5597 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.3885 +/- 3.2165 uM	Normal	Ovine	Goldansaz et al.,...	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0008116

FooDB ID

FDB025306

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

Not Available

ChEBI ID

86187

PubChem Compound ID

24778949

Kegg Compound ID

Not Available

YMDB ID

YMDB01946

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for PC(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) (LMDB01136)

Structure for LMDB01136 (PC(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)))