Livestock Metabolome Database: Showing metabocard for PC(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z)) (LMDB01142)

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

Record Information

Version

1.0

Creation Date

2020-03-18 19:04:33 UTC

Update Date

2021-04-30 20:57:45 UTC

Lmdb

LMDB01142

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PC(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z))

Description

PC(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z)) 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(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one 9Z,12Z-octadecadienoyl chain to the C-1 atom, and one 6Z,9Z,12Z,15Z-octadecatetraenoyl 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
GPCho(18:2/18:4)	HMDB
Phosphatidylcholine(36:6)	HMDB
Phosphatidylcholine(18:2/18:4)	HMDB
PC(18:2/18:4)	HMDB
1-Linoleoyl-2-stearidonoyl-sn-glycero-3-phosphocholine	HMDB
Lecithin	HMDB
PC(36:6)	HMDB
1-(9Z,12Z-Octadecadienoyl)-2-(6Z,9Z,12Z,15Z-octadecatetraenoyl)-sn-glycero-3-phosphocholine	HMDB
GPCho(36:6)	HMDB
PC(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z))	Lipid Annotator

Chemical Formula

Not Available

Average Molecular Weight

Not Available

Monoisotopic Molecular Weight

Not Available

IUPAC Name

trimethyl(2-{[(2R)-2-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)azanium

Traditional Name

trimethyl(2-{[(2R)-2-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl phosphono]oxy}ethyl)azanium

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 (LMGP01011627 )

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	5.37	ALOGPS
logP	7.72	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	38	ChemAxon
Refractivity	240.97 m³·mol⁻¹	ChemAxon
Polarizability	90.69 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	splash10-01p9-9081151400-90c59cec4ab6ebf03210	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-08gr-4292021100-bc7a1111fa1fc946a462	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0079-9075030000-734333497198a2aad63e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000300-60e21546fcb425619805	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01t9-0090001000-def5d46cdcebf770a8d1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-3090100000-651297dab59c15da94a7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0000000900-41c33084af9f783c847d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0000000900-dd151cc7bd543b751825	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0200498400-9d006bbb032aa4ce9cfe	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0000000900-5a1f7e5d648203ccaa08	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0090020800-6df32b9cebc741ca9388	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-4290000000-aba2827097aa57c8bbc8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000000090-e97180150486da753e49	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0000000190-cd910875d8659ad53678	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014j-0900369110-a1b1f4d54933f7fcaf53	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000000090-87e491c712a61c58fe72	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0030000090-0559d95678451d40910f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01t9-0090000040-bbe66e5755dd97f868a8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000000900-e158c1e70dedba30b57e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0059-0600000900-259bce635b325b3b4835	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900140300-75f6c0beb1d2d126a78b	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	0.5873 +/- 0.1295 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.608 +/- 0.1558 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.577 +/- 0.256 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.6461 +/- 0.1695 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.5622 +/- 0.177 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.591 +/- 0.2005 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.6625 +/- 0.1986 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.6653 +/- 0.3255 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.6375 +/- 0.2177 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.34 +/- 0.15 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	0.604 +/- 0.2868 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.636 +/- 0.2256 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	0.652 +/- 0.1985 uM	Normal	Ovine	Goldansaz et al.,...	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0008142

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

Not Available

ChEBI ID

89576

PubChem Compound ID

52922733

Kegg Compound ID

Not Available

YMDB ID

YMDB01965

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for PC(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z)) (LMDB01142)

Structure for LMDB01142 (PC(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z)))