Livestock Metabolome Database: Showing metabocard for PC(20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)) (LMDB01170)

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

Record Information

Version

1.0

Creation Date

2020-03-18 19:05:22 UTC

Update Date

2021-04-30 20:57:49 UTC

Lmdb

LMDB01170

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PC(20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z))

Description

PC(20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)) 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(20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)), in particular, consists of two 5Z,8Z,11Z-eicosatrienoyl chains at positions C-1 and C-2. 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
GPCho(40:6)	HMDB
Lecithin	HMDB
Phosphatidylcholine(40:6)	HMDB
PC(20:3/20:3)	HMDB
Phosphatidylcholine(20:3/20:3)	HMDB
PC(40:6)	HMDB
GPCho(20:3/20:3)	HMDB
1,2-Di(5Z,8Z,11Z-eicosatrienoyl)-rac-glycero-3-phosphocholine	HMDB
1,2-Dimeadoyl-rac-glycero-3-phosphocholine	HMDB
PC(20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z))	Lipid Annotator

Chemical Formula

Not Available

Average Molecular Weight

Not Available

Monoisotopic Molecular Weight

Not Available

IUPAC Name

(2-{[(2R)-2,3-bis[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2,3-bis[(5Z,8Z,11Z)-icosa-5,8,11-trienoyloxy]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

Not Available

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	6.18	ALOGPS
logP	9.5	ChemAxon
logS	-7.5	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	42	ChemAxon
Refractivity	259.37 m³·mol⁻¹	ChemAxon
Polarizability	100.86 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	splash10-001i-0000000090-a40775102b4d4f815a48	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0600000090-d8c58c6fa3297db5857e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900021120-8ed79602d39df3664b2f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0000000090-002c799c60fc4d73f51d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0001000090-5f59afc785c2334a1020	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0b90-0009000090-ca8abba867ff077b078e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000000090-25d8a8b10dfd14fc7816	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0000000190-70c32db1d1532dee3550	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006t-0900139110-491e8a2e9b3138238b14	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000000090-69be100d9c131d43eb56	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0000000190-4beaa04d4cbeaad3182c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a59-0200249220-92294887d1f53e9c7648	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0000000090-34edac6f4ace79854def	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0600000090-1e3aed1deea007ebddb3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900021120-77d65882eec5c849da6e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0000000090-984ea4236848a8ef68fb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-053r-0009003270-83a42cae32de74c0446d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-5149000000-431f3d2133db663c12fb	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	11.7906 +/- 5.6684 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	11.5759 +/- 5.2611 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	10.868 +/- 4.0812 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	12.9962 +/- 4.3543 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	14.3261 +/- 5.3209 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	12.159 +/- 6.1592 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	12.416 +/- 5.1008 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	14.9724 +/- 6.4534 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	8.7993 +/- 3.1967 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	12.9395 +/- 4.9916 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	13.7334 +/- 7.9095 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	6.63 +/- 3.23 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	10.1181 +/- 4.2773 uM	Normal	Ovine	Goldansaz et al.,...	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0008376

FooDB ID

FDB025566

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

Not Available

PubChem Compound ID

53478973

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(20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)) (LMDB01170)

Structure for LMDB01170 (PC(20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)))