Livestock Metabolome Database: Showing metabocard for PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) (LMDB01151)

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

Record Information

Version

1.0

Creation Date

2020-03-18 19:04:49 UTC

Update Date

2021-04-30 20:57:45 UTC

Lmdb

LMDB01151

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))

Description

PC(18:3(9Z,12Z,15Z)/18:3(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(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)), in particular, consists of two 9Z,12Z,15Z-octadecatrienoyl 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(18:3/18:3)	ChEBI
GPCho(18:3n3/18:3n3)	ChEBI
GPCho(18:3W3/18:3W3)	ChEBI
PC(18:3/18:3)	ChEBI
PC(18:3n3/18:3n3)	ChEBI
PC(18:3W3/18:3W3)	ChEBI
Phosphatidylcholine(18:3/18:3)	ChEBI
Phosphatidylcholine(18:3n3/18:3n3)	ChEBI
Phosphatidylcholine(18:3W3/18:3W3)	ChEBI
Phosphatidylcholine(36:6)	HMDB
GPCho(36:6)	HMDB
Lecithin	HMDB
PC(36:6)	HMDB
1,2-Di(9Z,12Z,15Z-octadeatrienoyl)-rac-glycero-3-phosphocholine	HMDB
1,2-Dia-linolenoyl-rac-glycero-3-phosphocholine	HMDB
1,2-Dilinolenoyl-sn-glycero-3-phosphatidylcholine	HMDB
1,2-Dilinolenoylphosphatidylcholine	HMDB
DLPC (Linolenoyl) lipid	HMDB
PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))	Lipid Annotator, ChEBI
1,2-Dialpha-linolenoyl-GPC	HMDB
1,2-Dialpha-linolenoyl-sn-glycero-3-phosphocholine	HMDB
1,2-Dialpha-linolenoyl-sn-glycero-phosphatidylcholine	HMDB
1,2-Dilinolenoyl-GPC	HMDB
1,2-Dilinolenoyl-sn-glycero-3-phosphocholine	HMDB
Dilinolenoyl lecithin	HMDB
Dilinolenoylphosphatidylcholine	HMDB
GPC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))	HMDB
GPC(18:3/18:3)	HMDB
GPC(18:3n3/18:3n3)	HMDB
GPC(18:3w3/18:3w3)	HMDB
GPC(36:6)	HMDB
GPCho(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))	HMDB
L-Dilinolenoyl lecithin	HMDB
L-alpha-Di(cis,cis,cis-9,12,15-octadecatrienoyl) lecithin	HMDB
L-alpha-Dilinolenoyl phosphatidylcholine	HMDB
L-α-Di(cis,cis,cis-9,12,15-octadecatrienoyl) lecithin	HMDB
L-α-Dilinolenoyl phosphatidylcholine	HMDB
Phosphatidylcholine(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z))	HMDB

Chemical Formula

Not Available

Average Molecular Weight

Not Available

Monoisotopic Molecular Weight

Not Available

IUPAC Name

(2-{[(2R)-2,3-bis[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2,3-bis[(9Z,12Z,15Z)-octadeca-9,12,15-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

phosphatidylcholine 36:6 (CHEBI:86161 )
Diacylglycerophosphocholines (LMGP01010956 )

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	5.34	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	91.38 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
LC-MS/MS	LC-MS/MS Spectrum - IT 40V, negative	splash10-03di-0030020930-b04a9be78829ff3219a0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - IT 30V, positive	splash10-003r-0900010500-c970039605c9f604c652	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 23V, positive	splash10-004i-0000000900-f837314e003c3113eb1f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 35V, positive	splash10-003r-0900000600-92f5630d60c09ddc321b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 48V, positive	splash10-001i-0900000000-9f98f26880b83576e000	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 59V, positive	splash10-001i-0900000000-4974bb5a3deda8855a56	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 71V, positive	splash10-001i-0900000000-7d7f52656eb8e463d8d7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 83V, positive	splash10-001i-1900000000-1b646130ad373ee1f327	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 96V, positive	splash10-001i-3900000000-3b5d29ad855bb63e6937	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 108V, positive	splash10-001i-4900000000-b7301a9f30c5899d2693	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 119V, positive	splash10-001r-6900000000-83408e36a7976e7bf701	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 144V, positive	splash10-003i-9800000000-6ba7dbc7bfc88b830d44	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 180V, positive	splash10-002r-9500000000-cc6f65c360783bb9a2a2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 217V, positive	splash10-002s-9300000000-edbc43f25aa0849d3e17	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 265V, positive	splash10-006t-9100000000-35bfcabf3f76210dc62e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 314V, positive	splash10-0002-9000000000-cde5ee66653888ffbd24	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 387V, positive	splash10-0002-9000000000-f8598eeba460ada3ca58	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01p9-9051061400-057fe0081044e2f48e7c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03yr-6395052200-cdf2814236901dca5853	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00li-9057043100-252c59a1d38b47e6b1ec	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000400-09785e8202c3360f75f8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-0090001000-0668f1ba3bed11b37ad8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-4090100000-69fe58cd77008d99959e	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

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Serum	Detected and Quantified	0.652 +/- 0.1985 uM	Normal	Ovine	Goldansaz et al.,...	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	0.604 +/- 0.2868 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	0.636 +/- 0.2256 uM	Normal	Ovine	Goldansaz et al.,...	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0008206

FooDB ID

FDB030240

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

24766868

ChEBI ID

86161

PubChem Compound ID

24778990

Kegg Compound ID

Not Available

YMDB ID

YMDB02007

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) (LMDB01151)

Structure for LMDB01151 (PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)))